Abstract:
:The functionalisation of oligodeoxynucleotides and oligoribonucleotides by incorporation of 2'-amido-2'-deoxyribonucleosides, possibly containing a reporter group via the 2'-amido bond, was examined. Therefore 2'-acetamido-ribonucleosides containing a small methyl group at the 2'-amido bond were synthesized as model compounds. In order to evaluate the influence of this 2'-modification on the hybridization capacities, 2'-acetamido-2'-deoxyuridine was incorporated in both RNA and DNA strands. The suitability of phosphoramidite chemistry for the introduction of this modified nucleoside was proven using laser desorption mass spectrometry of the final oligonucleotide. The presence of the 2'-modification destabilised both RNA-RNA, DNA-DNA and mixed duplexes. Therefore, it can be concluded that the 2'-acetamido group is not a good linker for attachment of reporter groups to oligonucleotides.
journal_name
Nucleic Acids Resjournal_title
Nucleic acids researchauthors
Hendrix C,Devreese B,Rozenski J,van Aerschot A,De Bruyn A,Van Beeumen J,Herdewijn Pdoi
10.1093/nar/23.1.51subject
Has Abstractpub_date
1995-01-11 00:00:00pages
51-7issue
1eissn
0305-1048issn
1362-4962pii
4c0191journal_volume
23pub_type
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